Drake introduced the Hall of Fame coach to the packed Rupp Arena on Friday night. James Crisp James Crisp

Drake has become a stable part of Kentucky basketball over the past few seasons. For instance, last year at Big Blue Madness, the Grammy Award-winning rapper participated in warmup lines with the Wildcats.

This time around, Drake decided to take an easier role for Big Blue Madness, introducing John Calipari to the stage through a video message.

"Right now, I have the honor and the pleasure of introducing the pride of the Wildcat community," Drake said with a glass of wine in hand. "The silver fox, the most luxurious coach in NCAA basketball, my friend, my mentor, the legendary, Coach Cal."